Enantiospecific Synthesis of (R)-3-Amino-4-(2,4,5-trifluorophenyl)butanoic Acid Using (S)-Serine as a Chiral Pool

被引：3

作者：

Kose, Aytekin ^{[1
]}

Gundogdu, Ozlem ^{[1
]}

Aktas, Derya ^{[1
]}

Fistikci, Meryem ^{[1
]}

Altundas, Ramazan ^{[1
]}

Secen, Hasan ^{[1
]}

Kara, Yunus ^{[1
]}

机构：

[1] Ataturk Univ, Dept Chem, Fac Sci, TR-25240 Erzurum, Turkey

来源：

HELVETICA CHIMICA ACTA | 2015年 / 98卷 / 02期

关键词：

ASYMMETRIC-SYNTHESIS; IV INHIBITOR; SITAGLIPTIN;

D O I：

10.1002/hlca.201400181

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Starting from (S)-serine, a new method was developed for the synthesis of the beta-amino acid part of sitagliptin in ten steps and with an overall yield of 30%. The crucial step of the synthesis was the ring opening of N-and O-protected (R)-aziridin-2-methanol with (2,4,5-trifluorophenyl) magnesium bromide to give N-and O-protected (R)-2-amino-3-(2,4,5-trifluorophenyl) propan-1-ol.

引用

页码：260 / 266

页数：7

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